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Novel anthraquinone based chalcone analogues containing an imine fragment: Synthesis, cytotoxicity and anti-angiogenic activity

Authorized Users Only
2014
Authors
Kolundzija, Branka
Markovic, Violeta
Stanojković, Tatjana
Joksovic, Ljubinka
Matić, Ivana Z.
Todorović, Nina
Nikolić, Marijana
Joksovic, Milan D.
Article (Published version)
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Abstract
A new class of imine derivatives of hybrid chalcone analogues containing anthraquinone scaffold was synthesized and evaluated for their in vitro cytotoxic activity against HeLa, LS174, and A549 cancer cells. The compound 5n with furan ring linked to imino group showed potent activity against all target cells with IC50 values ranging from 1.76 to 6.11 mu M. A mode of action study suggested that compounds induced changes typical for apoptosis in HeLa cells. The most active compounds inhibited tubulogenesis and 5h was found to exhibit a strong anti-angiogenic effect.
Keywords:
Chalcone / Anthraquinone / cytotoxicity / Angiogenesis
Source:
Bioorganic and Medicinal Chemistry Letters, 2014, 24, 1, 65-71
Publisher:
  • Oxford : Pergamon-Elsevier Science Ltd
Funding / projects:
  • Synthesis, modeling, physicochemical and biological properties of organic compounds and related metal complexes (RS-172016)
  • Biological response modifiers in physiological and pathological conditions (RS-175011)

DOI: 10.1016/j.bmcl.2013.11.075

ISSN: 0960-894X

PubMed: 24332490

WoS: 000329114200008

Scopus: 2-s2.0-84891488134
[ Google Scholar ]
40
32
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/1523
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Kolundzija, Branka
AU  - Markovic, Violeta
AU  - Stanojković, Tatjana
AU  - Joksovic, Ljubinka
AU  - Matić, Ivana Z.
AU  - Todorović, Nina
AU  - Nikolić, Marijana
AU  - Joksovic, Milan D.
PY  - 2014
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1523
AB  - A new class of imine derivatives of hybrid chalcone analogues containing anthraquinone scaffold was synthesized and evaluated for their in vitro cytotoxic activity against HeLa, LS174, and A549 cancer cells. The compound 5n with furan ring linked to imino group showed potent activity against all target cells with IC50 values ranging from 1.76 to 6.11 mu M. A mode of action study suggested that compounds induced changes typical for apoptosis in HeLa cells. The most active compounds inhibited tubulogenesis and 5h was found to exhibit a strong anti-angiogenic effect.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Bioorganic and Medicinal Chemistry Letters
T1  - Novel anthraquinone based chalcone analogues containing an imine fragment: Synthesis, cytotoxicity and anti-angiogenic activity
VL  - 24
IS  - 1
SP  - 65
EP  - 71
DO  - 10.1016/j.bmcl.2013.11.075
ER  - 
@article{
author = "Kolundzija, Branka and Markovic, Violeta and Stanojković, Tatjana and Joksovic, Ljubinka and Matić, Ivana Z. and Todorović, Nina and Nikolić, Marijana and Joksovic, Milan D.",
year = "2014",
abstract = "A new class of imine derivatives of hybrid chalcone analogues containing anthraquinone scaffold was synthesized and evaluated for their in vitro cytotoxic activity against HeLa, LS174, and A549 cancer cells. The compound 5n with furan ring linked to imino group showed potent activity against all target cells with IC50 values ranging from 1.76 to 6.11 mu M. A mode of action study suggested that compounds induced changes typical for apoptosis in HeLa cells. The most active compounds inhibited tubulogenesis and 5h was found to exhibit a strong anti-angiogenic effect.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Bioorganic and Medicinal Chemistry Letters",
title = "Novel anthraquinone based chalcone analogues containing an imine fragment: Synthesis, cytotoxicity and anti-angiogenic activity",
volume = "24",
number = "1",
pages = "65-71",
doi = "10.1016/j.bmcl.2013.11.075"
}
Kolundzija, B., Markovic, V., Stanojković, T., Joksovic, L., Matić, I. Z., Todorović, N., Nikolić, M.,& Joksovic, M. D.. (2014). Novel anthraquinone based chalcone analogues containing an imine fragment: Synthesis, cytotoxicity and anti-angiogenic activity. in Bioorganic and Medicinal Chemistry Letters
Oxford : Pergamon-Elsevier Science Ltd., 24(1), 65-71.
https://doi.org/10.1016/j.bmcl.2013.11.075
Kolundzija B, Markovic V, Stanojković T, Joksovic L, Matić IZ, Todorović N, Nikolić M, Joksovic MD. Novel anthraquinone based chalcone analogues containing an imine fragment: Synthesis, cytotoxicity and anti-angiogenic activity. in Bioorganic and Medicinal Chemistry Letters. 2014;24(1):65-71.
doi:10.1016/j.bmcl.2013.11.075 .
Kolundzija, Branka, Markovic, Violeta, Stanojković, Tatjana, Joksovic, Ljubinka, Matić, Ivana Z., Todorović, Nina, Nikolić, Marijana, Joksovic, Milan D., "Novel anthraquinone based chalcone analogues containing an imine fragment: Synthesis, cytotoxicity and anti-angiogenic activity" in Bioorganic and Medicinal Chemistry Letters, 24, no. 1 (2014):65-71,
https://doi.org/10.1016/j.bmcl.2013.11.075 . .

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